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96 results
Best Seller
Try your luck spotting dolphins in their natural Florida habitat on this group boat tour around Anna Maria Island. And don’t keep your eyes peeled for just dolphins—you’re in with a chance of seeing manatees, eagles, osprey, and more. Whether you’re a Holmes Beach local or you’re just visiting, this is an experience nature-lovers won’t want to miss.
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4.9
(355)
Anna Maria Island Dolphin Sightseeing Adventure
2 hours
Free Cancellation
from
$55
Immerse yourself in Sarasota's coastal mangrove forests, look out for dolphins and manatees, and practice kayaking or stand-up paddleboarding skills on this immersive, small-group tour. After departing from the Turtle Beach Boat Launch, paddle out on Sarasota Bay and practice with your equipment. Then, head into the mangrove islands of the Jim Neville Preserve for your best chance to see local marine life including dolphins.
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4.9
(1,000)
Mangrove Tunnel & Manatee Kayak Eco-Tour
2 hours
Free Cancellation
from
$59
Explore the waterways of Sarasota Bay, Bird Key, and Lido Key on a compact two-seater catamaran. Discover a new side of Florida on these unique little speedboats, soaking up the sun and scenery. Make sure you keep your eyes peeled for dolphins and other marine wildlife as you enjoy the ride.
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5.0
(308)
HydroCats - 2 Hour CraigCat Sightseeing Tour
2 hours
Free Cancellation
from
$146
You will explore the Gulf Coast and the beautiful back bay. We will cruise the crystal clear waters to look for manatees grazing (seasonal) and dolphins playing. At a low tide you can often view wading birds on the exposed grass flats. Bring your day to a perfect end by watching the sun's magnificent reflection on the water as it slowly sinks beyond the horizon. *We have a 6 passenger minimum for our public tours to leave the dock, in the unlikely event that we do not meet that requirement we will do our best to reschedule you or give you a full refund if your trip is unable to go out.*
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4.9
(310)
Anna Maria Island Dolphin Sunset Boat Tour
2 hours
Free Cancellation
from
$58
Enjoy one of Florida's best beaches at sunset on an electric bike tour. With 5-level pedal assist and an on-demand throttle, the electric bike allows you to put in as much or as little effort as you want as you ride along Siesta Key. All experience levels are welcome. Booking in advance ensures you won't miss out on this small-group tour.
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4.9
(1,089)
Siesta Key Electric Bike Sunset Tour
2 hours
Free Cancellation
from
$71
Experience a sunset to remember with this kayaking tour alongside local marine wildlife. Paddle next to dolphins and look out for local species of birds nesting on islands as you pass by. Learn all about the behavior and habitat of these animals from your guide as you observe them and soak up the Florida sunset on the water.
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5.0
(123)
Sunset Kayaking with Dolphins
2 hours
Free Cancellation
from
$60
Special Offer
Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.
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4.8
(992)
City Sightseeing Trolley Tour of Sarasota
1 hour 30 minutes
Free Cancellation
from
$77
$86
Likely to Sell Out
Join Watersports Now for a 2 hour clear kayak guided tour minutes from downtown Sarasota. Explore mangroves, seagrass beds, and potentially spot dolphins, manatees, and seabirds from a crystal-clear kayak that lets you see straight down to the sea life below. What to Expect: Launch from Longboat Key near Sarasota Paddle calm bays, mangrove tunnels, and open water Learn about the local ecosystem Our friendly guides welcome all skill levels. Guests should have a basic level of physical fitness and be comfortable paddling for the duration of the tour. A safety briefing and Coast Guard-approved life jackets are provided, with time for photos along the way. Kayak Info: Our clear tandem (2-seat) kayaks have a 385 lb combined weight limit to ensure proper weight distribution and safety. Solo use is available for guests over the limit or for odd-numbered groups—please contact the supplier after booking. Solo riders must not exceed 325 lb for safety and balance.
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5.0
(23)
2 Hour Clear Kayak Mangrove Tunnel Eco Tour - Sarasota
1 hour 30 minutes to 2 hours
Free Cancellation
from
$65
We have been avid explorers of Myakka River State Park for the better part of two decades and have been operating tours for nearly 5 years so our knowledge and expertise of the park and it's wildlife inhabitants is unmatched! Our guides are also extremely proficient in photography so you will leave with plenty of great photo mementos at no additional cost! Perhaps what makes our experience the most unique is that our top of the line E-bikes allow you to choose how much effort you put into the ride. Put your assist level low and get some exercise or allow the bike to do all the work and see the entire park sweat-free.
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(459)
Myakka State Park E-bike Safari
2 hours 30 minutes
Free Cancellation
from
$85
Discover the mangroves of Florida with the help of a guide to take you through the waterways of Robinson Preserve on this group kayaking tour. Learn all about the area from your guide and keep your eyes peeled for a chance to spot native birds, fish, and even manatees while you paddle. Your tour guide will also take you up an observation tower to take photos of the scenery.
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Robinson Preserve Mangrove Tour
2 hours
Free Cancellation
from
$55
The open water near Sarasota is home to pods of dolphins and manatees—if you know where to find them and can reach them. With this private boat cruise, head out from the North Siesta Key Bridge to the places you’re most likely to encounter dolphins and manatees. Along the way, stop at a sandbar or beach for swimming, and a tiki bar and restaurant to grab a drink before returning to shore.
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(51)
Private Siesta Funship Adventure/Dolphin Cruise Sandbar Stops
4 hours
Free Cancellation
from
$700
Per group
We are the only paddling outfitter with kayak access to this spectacular area in the clear waters between Anna Maria Island and Longboat Key, which means no crowds and more exclusive wildlife viewing opportunities! Wildlife-viewing here is outstanding! Our expert naturalist guides set the gold standard for hospitality in our beautiful corner of the world and are always very respectful of any wildlife encountered on the tour. While larger groups can easily be accommodated upon request, we always limit our tours to small groups and we are rewarded with a very relaxed and happy group of paddlers. This excursion is perfect for families, couples, groups, and individuals with any level of paddling experience. First-time paddlers are always welcome. If you are looking for an incredibly relaxed and memorable adventure during your visit to Anna Maria Island and Longboat Key, this is it!
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5.0
(25)
Kayaking with coastal wildlife in Sarasota Bay
2 hours 30 minutes
Free Cancellation
from
$65
Special Offer
Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.
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4.7
(211)
Taste of Downtown Sarasota : Guided Walking History & Food Tour
3 to 4 hours
Free Cancellation
from
$106
$113
Price varies by group size
Experience a stunning sunset cruise on the waters of Anna Maria Island and Bradenton Beach. This private 90-minute boat tour accommodates up to 12 guests, making it perfect for families, couples, and special celebrations. Your captain will navigate the intracoastal waterways and Gulf of Mexico to the perfect panoramic sunset spots, showcasing scenic views of Anna Maria Island’s coastline and the iconic Sunshine Skyway Bridge. Keep your eyes peeled for dolphins and other coastal wildlife as you cruise through their natural habitat. Enjoy a route designed to highlight the best of AMI, bring your own beverages and snacks (BYOB), and create unforgettable memories as the sun sets over the water. Perfect for romantic dates, anniversaries, birthdays, family reunions, proposals, or simply unwinding with loved ones as the sun paints the sky in vibrant oranges and pinks. Book your private Bradenton Beach sunset cruise today and experience Florida's most magical hour on the water!
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5.0
(3)
Private 12 Passenger Sunset Cruise in Anna Maria Island
1 hour 30 minutes
Free Cancellation
from
$430
Per group
Travelers must book our tour because you will be able to enjoy the turquoise waters of the Rosario Islands and enjoy the island in the company of our guides. It will be a wonderful day of music, beach and sun.
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Operator reviews
Tour of Cholón Island Rosario Islands
7 hours
Free Cancellation
from
$95
Price varies by group size
The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton Beach and Sarasota Bay. The most common and sought-after sport fish are Snook, Snapper, Redfish, Trout, and Triple Tail. Fishing in Bradenton is fun for the whole family. With calm shallow waters, abundant wildlife and a shoreline that’s always in sight, Bradenton, and Sarasota fishery is an ideal location for a family fishing vacation. At Tailing Tales, we accommodate all levels of Bradenton fishing experience, from first-timers ages five years and up to seasoned pros. Whether you can hold a fishing pole (or not), you are welcome to come along. Enjoy a private fishing charter for up to 6 guests, starting at $700 for 2 people, with a $50 additional cost per extra guest.
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Operator reviews
4 Hour Fishing Charter in Bradenton/ Anna Maria
4 hours
Free Cancellation
from
$700
Per group
Embark on an unforgettable journey with us, a premier provider of luxury boat chartering services in the Sarasota area. With decades of water experience in the area, we have unmatched knowledge and expertise to ensure a memorable experience on the water. With over three decades of experience in the water, we have developed an extensive understanding of the sea and its surroundings. Our captain, a licensed coast guard, uses this knowledge to enrich your journey with insightful narratives about the area.
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Private Sunset Charter
2 to 30 minutes
Free Cancellation
from
$1,100
Per group
Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek performance lines, and a climate-controlled cabin below, Golden Ticket delivers the perfect balance of relaxation and versatility. Ideal for sandbar gatherings, scenic cruising, or a stylish afternoon escape, she offers a polished yet inviting platform for time on the water. Classic design. Comfortable luxury. Effortless coastal style. Your charter offers the ideal balance of cruising and relaxation. Explore Sarasota Bay, anchor at a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Perfect for celebrations, visiting guests, or a refined afternoon escape, Golden Ticket delivers maximum enjoyment in just the right amount of time.
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832
Operator reviews
Sarasota 40 Golden Ticket Sea Ray Sundancer 6 Hours
6 hours
from
$3,111
Per group
Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek performance lines, and a climate-controlled cabin below, Golden Ticket delivers the perfect balance of relaxation and versatility. Ideal for sandbar gatherings, scenic cruising, or a stylish afternoon escape, she offers a polished yet inviting platform for time on the water. Classic design. Comfortable luxury. Effortless coastal style. Your charter offers the ideal balance of cruising and relaxation. Explore Sarasota Bay, anchor at a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Perfect for celebrations, visiting guests, or a refined afternoon escape, Golden Ticket delivers maximum enjoyment in just the right amount of time.
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832
Operator reviews
Sarasota-40’ Golden Ticket | Sea Ray Sundancer- 8 Hour
8 hours
from
$3,898
Per group
Likely to Sell Out
Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the water. With four distinct entertaining spaces — flybridge, bow lounge, aft cockpit, and climate-controlled salon — Memory Maker offers multiple vantage points to enjoy golden hour across Sarasota Bay. Her wide beam and twin-hull design provide exceptional stability, making sunset cruising smooth and relaxed from start to finish. This is sunset, elevated. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails and conversation, or remain underway as city lights begin to glow. With four separate gathering areas, guests can spread out or come together — creating an atmosphere that feels both intimate and expansive.
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832
Operator reviews
Sarasota-50’ Memory Maker | Aquila Power Catamaran- 3 Hour
3 hours
from
$2,379
Per group
Likely to Sell Out
Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.
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832
Operator reviews
Sarasota Top Shelf with Private Coastal Day Yacht
6 hours
from
$2,434
Per group
Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.
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832
Operator reviews
Sarasota 38 Top Shelf Private Coastal Day Yacht 4hrs
4 hours
from
$1,707
Per group
Likely to Sell Out
Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and an expansive open deck designed for entertaining, this yacht was built to turn heads. As the sun begins to set and the water reflects shades of gold and crimson, Exit Strategy becomes even more striking. This is not just sunset cruising — it is making an entrance. Your sunset charter offers a refined yet energetic way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails, or remain underway as the skyline begins to glow. Perfect for celebrations, romantic evenings, or stylish gatherings with friends, sunset aboard Exit Strategy is defined by presence, atmosphere, and unforgettable views.
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832
Operator reviews
3 Hours Pardo 54 Yacht Experience
3 hours
from
$2,745
Per group
Likely to Sell Out
Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the water. With four distinct entertaining spaces — flybridge, bow lounge, aft cockpit, and climate-controlled salon — Memory Maker offers multiple vantage points to enjoy golden hour across Sarasota Bay. Her wide beam and twin-hull design provide exceptional stability, making sunset cruising smooth and relaxed from start to finish. This is sunset, elevated. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails and conversation, or remain underway as city lights begin to glow. With four separate gathering areas, guests can spread out or come together — creating an atmosphere that feels both intimate and expansive.
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Operator reviews
Sarasota-50’ Memory Maker | Aquila Power Catamaran- 4 Hour
4 hours
from
$3,172
Per group
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